Middlebrook Vacation Rentals & Ski-in/Ski-out Homes
House
10.0Exceptional
(109 Reviews)
1 Bedroom
2 Baths
2 Guests
1400 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $307/Night
7 Nights - US $2,151
House
- Virginia
- ·
- Spottswood
- 1.92 mi to center
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
2131.25 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
US $277/Night
7 Nights - US $1,937
Bed & Breakfast
10.0Exceptional
(15 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Kitchen
US $216/Night
7 Nights - US $1,513
Cabin
10.0Exceptional
(58 Reviews)
2 Bedrooms
1 Bath
5 Guests
580 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $231/Night
7 Nights - US $1,614
House
- Virginia
- ·
- Rockbridge Baths
- 4.46 mi to center
9.8Exceptional
(7 Reviews)
3 Bedrooms
3 Baths
8 Guests
2701.74 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Parking
US $333/Night
7 Nights - US $2,331
RV Rental
10.0Exceptional
(19 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $208/Night
7 Nights - US $1,457
House
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $403/Night
7 Nights - US $2,821
House
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
2 Guests
245 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
Air Conditioner
US $248/Night
7 Nights - US $1,739
Cabin
- Virginia
- ·
- Rockbridge Baths
- 4.72 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
550 ft²
Hot Tub- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $352/Night
7 Nights - US $2,464
Luxury Places to Stay in Middlebrook
Over 266+ Luxury Places to Stay in or Near Middlebrook
House
10.0Exceptional
(70 Reviews)
6 Bedrooms
3 Baths
15 Guests
5500 ft²
Private Pool- Fireplace/Heating
Pool- Ocean View
US $1,417/Night
7 Nights - US $9,918
House
5 Bedrooms
5 Baths
12 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,335/Night
7 Nights - US $9,345
New
House
7 Bedrooms
4 Baths
22 Guests
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
US $1,234/Night
7 Nights - US $8,640
House
4 Bedrooms
4 Baths
9 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $931/Night
7 Nights - US $6,514
House
- Lexington
- ·
- Montebello
- 1.61 mi to center
3 Bedrooms
4 Baths
6 Guests
2807 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $893/Night
7 Nights - US $6,250
House
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $819/Night
7 Nights - US $5,731
New
House
4 Bedrooms
1 Bath
8 Guests
18299 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $783/Night
7 Nights - US $5,481
New
House
- Lexington
- ·
- Montebello
- 1.84 mi to center
3 Bedrooms
3 Baths
6 Guests
2200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $651/Night
7 Nights - US $4,556
House
1 Bedroom
1 Bath
- Balcony/Terrace
- Pet Friendly
- Parking
- Internet
US $586/Night
7 Nights - US $4,100
Top-Rated Vacation Rentals with a Pool in Middlebrook
Over 54+ Top-Rated Vacation Rentals with a Pool in or Near Middlebrook
Hotel
9.6Exceptional
(1004 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Breakfast
- Kitchen
US $124/Night
7 Nights - US $865
Bed & Breakfast
- Lexington
- ·
- Steeles Tavern
- 0.16 mi to center
9.6Exceptional
(145 Reviews)
1 Bedroom
1 Bath
- Private Pool
- Spa
- Fireplace/Heating
- Pool
US $274/Night
7 Nights - US $1,921
Hotel
9.4Exceptional
(1182 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $127/Night
7 Nights - US $892
Hotel
9.4Exceptional
(351 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $146/Night
7 Nights - US $1,021
Hotel
9.2Exceptional
(454 Reviews)
1 Bath
- Pool
- Breakfast
- Kitchen
- Parking
US $143/Night
7 Nights - US $1,003
Hotel
9.0Exceptional
(1003 Reviews)
1 Bath
- Pool
- Breakfast
- Pet Friendly
- Kitchen
US $132/Night
7 Nights - US $927
Hotel
8.9Fabulous
(818 Reviews)
15 Baths
- Private Pool
- Pool
- Breakfast
- Pet Friendly
US $129/Night
7 Nights - US $903
Hotel
8.9Fabulous
(702 Reviews)
4 Baths
250.26 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $146/Night
7 Nights - US $1,019
Hotel
8.7Fabulous
(105 Reviews)
1 Bath
- Private Pool
- Pool
- Balcony/Terrace
- Parking
US $172/Night
7 Nights - US $1,202
Pet-Friendly Vacation Rentals in Middlebrook
Over 60+ Pet-Friendly Vacation Rentals in or Near Middlebrook
New
Apartment
8.0Excellent
(1 Review)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $341/Night
7 Nights - US $2,390
Cabin
5.4Average
(116 Reviews)
6 Bedrooms
6 Baths
18 Guests
- Hot Tub
- Breakfast
- Pet Friendly
- Parking
US $67/Night
7 Nights - US $469
Apartment
10.0Exceptional
(6 Reviews)
1 Bedroom
1 Bath
- Pet Friendly
- Parking
- Internet
- Child Friendly
US $431/Night
7 Nights - US $3,018
House
10.0Exceptional
(48 Reviews)
4 Bedrooms
2 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $294/Night
7 Nights - US $2,058
Bed & Breakfast
- Lexington
- ·
- Steeles Tavern
- 0.16 mi to center
5 Bedrooms
5 Baths
10 Guests
127.01 ft²
Oceanfront- Hot Tub
- Spa
Skiing
US $236/Night
7 Nights - US $1,652
House
- Lexington
- ·
- Montebello
- 1.91 mi to center
9.6Exceptional
(51 Reviews)
3 Bedrooms
2 Baths
8 Guests
1450 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $323/Night
7 Nights - US $2,264
House
10.0Exceptional
(30 Reviews)
3 Bedrooms
1 Bath
6 Guests
1080 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $312/Night
7 Nights - US $2,181
Cottage
10.0Exceptional
(24 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $260/Night
7 Nights - US $1,819
New
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Air Conditioner
US $323/Night
7 Nights - US $2,262
Large Vacation Homes & Villas in Middlebrook
Over 12+ Large Vacation Homes & Villas in or Near Middlebrook
Cabin
- Virginia
- ·
- Spottswood
- 9.23 mi to center
10.0Exceptional
(42 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $471/Night
7 Nights - US $3,297
Bed & Breakfast
7.9Very Good
(12 Reviews)
8 Bedrooms
8 Baths
14 Guests
352.52 ft²
- Balcony/Terrace
- Breakfast
- Parking
- Air Conditioner
US $168/Night
7 Nights - US $1,176
House
- Virginia
- ·
- Rockbridge Baths
- 4.42 mi to center
10.0Exceptional
(15 Reviews)
4 Bedrooms
3 Baths
10 Guests
2754 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $354/Night
7 Nights - US $2,477
New
House
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Internet
US $312/Night
7 Nights - US $2,181
House
- Virginia
- ·
- Rockbridge Baths
- 3.66 mi to center
9.0Exceptional
(35 Reviews)
4 Bedrooms
1 Bath
13 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $290/Night
7 Nights - US $2,031
House
10.0Exceptional
(6 Reviews)
4 Bedrooms
3 Baths
10 Guests
2318 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $311/Night
7 Nights - US $2,175
House
10.0Exceptional
(64 Reviews)
5 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $307/Night
7 Nights - US $2,146
House
10.0Exceptional
(20 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $324/Night
7 Nights - US $2,271
House
4 Bedrooms
4 Baths
16 Guests
1100 ft²
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
US $605/Night
7 Nights - US $4,235
Wheelchair Accessible Vacation Homes in Middlebrook
Over 34+ Wheelchair Accessible Vacation Homes in or Near Middlebrook
Hotel
3 Baths
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $598/Night
7 Nights - US $4,187
Hotel
8.9Fabulous
(841 Reviews)
6 Baths
355.21 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Parking
US $101/Night
7 Nights - US $708
Hotel
9.2Exceptional
(1445 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $110/Night
7 Nights - US $773
Hotel
3 Baths
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $598/Night
7 Nights - US $4,187
Hotel
8.7Fabulous
(49 Reviews)
5 Baths
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
US $148/Night
7 Nights - US $1,033
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $399/Night
7 Nights - US $2,791
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $199/Night
7 Nights - US $1,396
Hotel
1 Bath
- Fireplace/Heating
- Pool
- Kitchen
- Parking
US $199/Night
7 Nights - US $1,396
Hotel
2 Baths
- Fireplace/Heating
- Pool
- Parking
- Air Conditioner
US $399/Night
7 Nights - US $2,791
Middlebrook Resorts and Airbnb Homes Under $200
Over 102+ Middlebrook Resorts and Airbnb Homes Under $200
Cottage
10.0Exceptional
(57 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $146/Night
7 Nights - US $1,021
Apartment
9.7Exceptional
(59 Reviews)
4 Bedrooms
4 Baths
8 Guests
583.94 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
US $199/Night
7 Nights - US $1,393
Apartment
10.0Exceptional
(8 Reviews)
1 Bedroom
1 Bath
- Balcony/Terrace
- Parking
- Internet
- Child Friendly
US $183/Night
7 Nights - US $1,278
Bed & Breakfast
10.0Exceptional
(10 Reviews)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Internet
Bedding/Linens
Security/Safety
US $195/Night
7 Nights - US $1,363
Bed & Breakfast
8.2Excellent
(32 Reviews)
3 Bedrooms
3 Baths
9 Guests
208.1 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Parking
US $175/Night
7 Nights - US $1,225
Cottage
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $190/Night
7 Nights - US $1,332
House
9.8Exceptional
(67 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $114/Night
7 Nights - US $801
Apartment
- Virginia
- ·
- Spottswood
- 0.71 mi to center
9.8Exceptional
(48 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $146/Night
7 Nights - US $1,021
Apartment
9.2Exceptional
(15 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $109/Night
7 Nights - US $760
Instantly Bookable Vacation Homes in Middlebrook
Over 116+ Instantly Bookable Vacation Homes in or Near Middlebrook
House
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
271 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
- Air Conditioner
US $233/Night
7 Nights - US $1,630
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
452 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $264/Night
7 Nights - US $1,849
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
284 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $248/Night
7 Nights - US $1,739
Cabin
9.8Exceptional
(10 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $276/Night
7 Nights - US $1,935
House
1 Bedroom
1 Bath
3 Guests
464 ft²
- Fireplace/Heating
- Breakfast
- Kitchen
- Parking
US $333/Night
7 Nights - US $2,329
House
- Virginia
- ·
- Rockbridge Baths
- 5.13 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
US $238/Night
7 Nights - US $1,665
Bed & Breakfast
10.0Exceptional
(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
- Kitchen
US $431/Night
7 Nights - US $3,019
House
10.0Exceptional
(67 Reviews)
1 Bedroom
1 Bath
2 Guests
708 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $209/Night
7 Nights - US $1,465
House
10.0Exceptional
(46 Reviews)
3 Bedrooms
3 Baths
8 Guests
1720 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $317/Night
7 Nights - US $2,216
Book a Last Minute Place to Stay in Middlebrook
About Middlebrook Vacation Rentals
Explore over 275 vacation rentals in Middlebrook with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Middlebrook for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Middlebrook. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Middlebrook tailored to your preferences. On average, these rentals offer 482.16 ft² of space, and are priced at an average of US $265 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Middlebrook at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Middlebrook
| Type | Count |
|---|---|
| Vacation Homes | 114 |
| Holiday Apartments | 73 |
| Cabin Rentals | 16 |
| B&B | 14 |
| Cottages | 6 |
| Unique Vacation Rentals | 1 |
| Ski Chalet Rentals | 1 |
Use these Quick Filters to Find a Vacation Rental in Middlebrook
★ Pro Tip: Discover Your Ideal Vacation Rental in Middlebrook with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Middlebrook, VA
View the weather forecast for Middlebrook before booking your Middlebrook Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Middlebrook, VA
Sunski offers a large selection of top attractions around Middlebrook . Research things to do on your vacation before you visit Middlebrook.
Frequently Asked Questions About Middlebrook?
What are the top vacation rentals in Middlebrook?
When organizing your trip to Middlebrook, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Middlebrook. Peruse our collection of highly-rated properties and secure your reservation today.
- Hilltop Retreat. Amazing Views. Curated for Two.
- Cardinal Cottage Beautiful Shenandoah Valley getaway w/stunning mountain views
- Spacious Home, Private Pool, Tennis Court, Lake, Minutes From Town and Shopping
- Find out why this property is Almost Heaven
- Whimsical Creekside Cabin
- The Firefly Cottage
- Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
- Newtown Retreat — Award Winning Renovation + Ideal Location
- The Lodge at Joe Walker Hollow, privacy at its best with plenty of family space
- Bed&Breakfast in a 1795 Log Cabin on working farm, Margaret Baylor-Swoope suite
How many vacation rentals have private pools in Middlebrook?
Uncover 6 vacation rentals boasting private pools near Middlebrook. Explore top-rated RBO homes offering access to a swimming pool:
- Shenandoah Farm Stay POOL and GAME BARN
- avid hotel - Staunton by IHG
- Millhouse: Dog Friendly with Fully Fenced Yard
- Spark By Hilton Staunton
Which vacation homes or resorts in Middlebrook are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Middlebrook. Enjoy great views, locations and save money with SunSki Resorts.™
- Beautiful 3-bedroom house with AC in charming Middlebrook
- 'The Sanctuary' in Historic Dtwn Staunton
- The Shenandoah Suite
How many SunSkiResorts vacation rentals or resorts are available in Middlebrook?
Discover the ideal vacation rental in Middlebrook with SunSki Resorts™. We provide an extensive selection of over 275 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Middlebrook.
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